Sodium Bicarbonate → 5-Bromo-2-fluoro-1-benzofuran

HRID 383978

反応式

HRID 383978 の反応式
[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8](C(O)=O)=[CH:7][C:6]=2[CH:13]=1.C(=O)(O)[O-].[Na+].[B-](F)(F)(F)[F:20].[B-](F)(F)(F)F.C1[N+]2(CCl)CC[N+](F)(CC2)C1>C(Cl)(Cl)(Cl)Cl.O.ClCCl.[OH-].[Na+]>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[O:9][C:8]([F:20])=[CH:7][C:6]=2[CH:13]=1

参加物

8

反応物 3

HCID 516892Sodium BicarbonateHCID 7352475-Bromo-2-benzofurancarboxylic acidHCID 2724933Selectfluor

生成物 1

HCID 574391135-Bromo-2-fluoro-1-benzofuran

試薬・触媒・溶媒 4

HCID 962Water溶媒HCID 5943Carbon Tetrachloride溶媒HCID 6344Dichloromethane溶媒HCID 14798Sodium Hydroxide溶媒

実験手順

5-Bromobenzofuran-2-carboxylic acid (4.68 g) was suspended in carbon tetrachloride (150 ml) and water (50 ml). To this was added sodium bicarbonate (3.36 g), followed by Selectflor (7.1 g) and the reaction mixture was stirred rapidly for 20 hours. The reaction mixture was diluted with dichloromethane and 2N sodium hydroxide solution. The organic phase was separated, washed with brine and dried over anhydrous MgSO4. The solvent was evaporated under reduced pressure at room temperature. The residue was applied to a silica cartridge (20 g) and eluted with diethyl ether. This gave 5-bromo-2-fluoro-1-benzofuran (1.4 g).

後処理

  1. customThe organic phase was separated
  2. washwashed with brine
  3. dry with materialdried over anhydrous MgSO4
  4. customThe solvent was evaporated under reduced pressure at room temperature
  5. washeluted with diethyl ether

出典と根拠

ORDレコード
ord-8f6c897831ea4099a94df7738e852e15
出典データセット
uspto-grants-2013_02
特許番号
US08367673B2

関連ノート

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